Jenna, Andrew, and their planner, Jennifer, worked with Karla, of Written Word Calligraphy, to design their save-the-dates, invitation, and day-of paper from scratch. The nude main envelope featured taupe hand calligraphy and was lined with a digital painting of the venue; their invitation was printed on handmade paper with gold foil printing. The couple also had a green velvet details booklet featuring an olive leaf custom monogram. Everything was tied together with an antique gold velvet ribbon and finished with a wax seal and a vellum overlay.

The couple offered welcome bags to their attendees with personalized items like sports memorabilia and chess sets based on the duo's shared memories. Included booklets featured the watercolor painting of the boathouse at Blackberry Farm, which was first seen on the invitations' envelope liners. All guests were given wool blankets from Scotland—embroidered with a sketch of the rocking chairs at their wedding venue—as a nod to Andrew's time at St. Andrews University. They also received hot cocoa mix and blackberry jam sourced from the farm.